Jessamine Homes with Off Street Parking Features

Jessamine Homes with Off Street Parking Features

Welcome to Jessamine County, Kentucky—an enchanting blend of small-town charm and modern conveniences. Nestled in the heart of the Bluegrass region, Jessamine County is known for its picturesque landscapes, friendly communities, and rich history. With its rolling hills and lush greenery, it offers a serene escape from the hustle and bustle of city life while still being just a short drive from Lexington.

The county is home to a variety of outdoor recreational opportunities, including beautiful parks, scenic trails, and the stunning Lake Herrington, perfect for fishing, boating, or simply enjoying a day in nature. The vibrant local culture is highlighted by annual festivals, farmers' markets, and a thriving arts scene, making it a wonderful place to call home.

When it comes to real estate in Jessamine County, you'll find an array of charming homes that cater to various lifestyles. One of the standout features of many properties here is off-street parking. This invaluable amenity not only provides convenience but also enhances the overall appeal of your home. Imagine arriving home after a long day, effortlessly parking your vehicle without the hassle of street congestion.

Whether you’re looking for a cozy cottage or a spacious family home, Jessamine County offers properties that combine comfort and functionality. With off-street parking, you can enjoy the peace of mind that comes with having your vehicle safely tucked away, allowing you to fully embrace the joys of life in this beautiful Kentucky county. Come explore the possibilities and discover why Jessamine County is the perfect place for your next home!

Newest Jessamine Homes with Off Street Parking Features

$1,625,000
5 Beds ⋅ 5 Baths ⋅ 26024599 MLS
Live where the golf cart becomes your second car! This exceptional home in highly sought-after Equestrian Estates offers more than 5,000 square feet of finished living space on 1.13 acres, with beautiful views of the surrounding farmland. The open floor plan offers first-floor living, including a spacious primary suite spanning the entire left side of the home with two walk-in closets. Five total bedrooms provide plenty of space, while a flexible main-level room can be used as a home office or formal dining room. The finished walk-out lower level features a large family room, two of the bedrooms, 1.5 baths, and a kitchenette—perfect for guests, entertaining, or multigenerational living. Enjoy outdoor living with four separate covered patios located along the back and side of the home. A front-facing garage, spacious circle drive, and convenient drive-through garage add both curb appeal and functionality. And the location is hard to beat! Take a short golf cart ride to Keene Trace Golf Club, offering an 18-hole golf course, par-3 course, resort-style pool, fitness facilities, and upscale dining and bar options. Luxury, space, convenience, and the golf-cart lifestyle—all in one exceptional Equestrian Estates home. Garage orientation was reversed from last time the house was listed. Seller added a circle drive with front entry. New sod where old side driveway was located is being installed 9/8/2026 and the garage doors are being installed on 9/9/2026. Sellers/Builder are Licensed KY Broker/Realtors.

202 The Backstretch, Nicholasville
$208,000
3 Beds ⋅ 1 Baths ⋅ 26024352 MLS
Charming brick home featuring 3 bedrooms, 1 full bath, and a 1-car garage. The home offers wood flooring, a spacious kitchen with an open-concept layout, and a large, flat backyard. Storage shed remains with the property. Convenient layout with plenty of potential to make this home your own!

502 Alta Ave, Nicholasville
$697,000
5 Beds ⋅ 4 Baths ⋅ 26024342 MLS
Incredible opportunity to own this expertly designed and custom-built 5-bedroom, 3.5-bath Ranch home, beautifully situated on 5.12 picturesque acres with breathtaking views and a perfectly positioned pond (Windmill is aerator for the pond)—all conveniently located just minutes from downtown Nicholasville. The exceptional open-concept floor plan is ideal for both everyday living and entertaining, featuring 3/4 inch solid oak flooring (on main level), Hardie board and batten exterior, impressive volume ceilings and an abundance of natural light. The Chef's Kitchen offers stainless steel appliances, a large center island and beautiful quartzite countertops. The first-floor primary suite features an impressive bath and spacious walk-in closet, while a private home office and inviting sunroom provide additional flexibility. Enjoy the warmth and character of two fireplaces, along with a covered front porch and expansive partially covered rear deck overlooking the scenic property. The partially finished walkout lower level features 9-foot ceilings, additional living space, ample storage and a safe room. A detached custom 2-car carport (36 X 24) with storage area (12 X 24) and a large driveway complete this exceptional property. Don't miss the opportunity to experience the privacy, quality and peaceful setting this fabulous home has to offer.

3072 Sugar Creek Pike, Nicholasville
$1,095,000
5 Beds ⋅ 3 Baths ⋅ 26024294 MLS
Refined Country Living in Holloway Estates. Beautifully situated on a one-acre corner lot bordered along the side and rear by deed-restricted farmland, this custom five-bedroom home offers an exceptional combination of privacy, space, and timeless views. From lush pastures and mature trees to breathtaking sunsets, the setting is truly something special—best enjoyed from the expansive vaulted covered deck. Thoughtfully refreshed with new interior paint, lighting, kitchen appliances, and updated landscaping, the home is beautifully presented and move-in ready. Inside, the main level features a spacious kitchen with stainless appliances, designer countertops and a large hidden pantry, along with a striking stone fireplace and generous living spaces designed for both everyday comfort and entertaining. A main-level guest suite with full bath provides flexibility for visitors or multigenerational living, while the formal dining room can easily transition to a private home office, as its currently functioning. A mudroom, dedicated laundry room with utility sink, geothermal system, and large three-car garage complete the main level. Upstairs, the impressive primary suite offers a large walk-in closet, private bath and stunning views, accompanied by three additional bedrooms and another full bath. The full unfinished walkout basement presents an incredible opportunity to create additional living, entertaining, fitness, or recreational space tailored to your lifestyle. Basement has several rooms framed out including a dedicated bathroom that is stubbed out and ready to finish, completed the home would total over 5,100 finished square feet. Offering the serenity of the countryside with the comfort and sophistication of a custom home, this special Holloway Estates property delivers room to breathe, beautiful views, and a setting that's increasingly hard to find.

103 Hidden Meadow Ln, Nicholasville
$449,500
3 Beds ⋅ 3 Baths ⋅ 26024258 MLS
Hard to find ranch home with this much square footage. Extra large side entry garage plus extra side drive for you RV, boats or other toys. Lots of remodeling in 2021 includes new roof, HVAC, all baths and kitchen. 5 x 21 above ground pool added with all accessories in last couple of years for the grandkids. Large corner lot in desirable Keene-Land subdivision

600 Keene Way, Nicholasville
$225,000
2 Beds ⋅ 2 Baths ⋅ 26023912 MLS
Why rent when you can own? This well-maintained split-level townhome offers comfortable, low-maintenance living with plenty of space to enjoy. Features include a vaulted living room, 2 full baths, walk-out basement and 2 decks perfect for relaxing or entertaining. Conveniently located near shopping, dining and everyday amenities, with Lexington approx. 15 minutes away. A great opportunity for first-time buyers, busy professionals, or anyone ready to enjoy the benefits of homeownership! Sold As-Is with a 1-year home warranty.

147 May Ct, Nicholasville
$875,000
3 Beds ⋅ 3 Baths ⋅ 26023809 MLS
This home doesn't just welcome you in--it draws you in. Set on just over an acre beside the neighborhood water feature, this stunning one-level retreat delivers a quiet, intoxicating kind of luxury where everything feels slower, softer, and more intentional. With over 2,700 square feet under roof, space unfolds effortlessly, inviting you to relax and linger. The split-bedroom design creates privacy where it matters, featuring three bedrooms plus a flex room that adapts beautifully as a fourth bedroom, office, playroom, or formal dining space. The open-concept living area is the heart of the home--perfect for late nights, low lighting, good music, and conversations that stretch on without ever checking the clock. The primary suite is pure escape. Tucked away and quietly indulgent, it offers a spa-inspired ensuite bathroom, a huge walk-in closet, and a private deck made for slow mornings and even slower evenings. Step outside, breathe deep, and let the stillness wrap around you--the water nearby, the air calm, the world just far enough away. A side-entry garage keeps the focus on the home's clean lines and peaceful setting. This is the kind of place where you pour a drink, step outside barefoot, and realize... you're exactly where you're meant to be. Calm, confident, and undeniably alluring--this home is a whole mood.

200 Maple Lawn Cir, Nicholasville
$260,000
4 Beds ⋅ 2 Baths ⋅ 26023551 MLS
Welcome home to this spacious four-bedroom brick ranch situated on a finished walkout basement! The main level features an inviting living room, kitchen, three bedrooms, and a full bath. Downstairs, you'll find a comfortable den and a generously sized bedroom with a private ensuite, perfect as a primary suite, guest quarters, or multigenerational living space. Enjoy the large, fenced backyard with plenty of room to relax, play, or entertain. Recent updates include a new roof and gutters in 2023 and replacement windows in 2020. Conveniently located near everything Nicholasville has to offer!

228 Laurel Ln, Nicholasville
$609,900
4 Beds ⋅ 3 Baths ⋅ 26023336 MLS
Stunning Custom-Built Home by MCC Construction - A Must See! This beautifully crafted home by MCC Construction is sure to impress from the moment you arrive. The grand entry features an arched mahogany door and a barrel-vaulted ceiling, setting the tone for the elegance that awaits inside. Step into a spacious Great Room with gleaming hardwood floors, a cozy fireplace, and a true open-concept layout--ideal for both everyday living and entertaining. The expansive eat-in kitchen showcases custom-built cabinetry, including 48' upper cabinets, soft-close doors and drawers, and a walk-in pantry. The painted wood cabinetry is complemented by quartz countertops, a large entertaining island, and stylish plumbing fixtures. The thoughtfully designed Mud Room, located off the fully insulated 2-car garage (complete with garage door opener and remotes), provides a practical space for everyday essentials. The conditioned and insulated crawl space adds to the home's efficiency and durability. Offering 4 spacious bedrooms and 3 full bathrooms, this home delivers both comfort and functionality. The luxurious Owner's Suite features views of the backyard, a spa-like bathroom with a double vanity, tiled walk-in shower, soaking tub, private toilet room, and a generous walk-in closet. Additional bedrooms are well-sized with ample closet space, perfect for family or guests. Situated on a large corner lot--over 1/3 of an acre--this property boasts a handsome brick exterior with HardiePlank accents. Buyers may still have the opportunity to make selections on finishes not yet finalized. Located in desirable Halfhill Estates, just minutes from the US-27 Bypass, this hard-to-find new construction home offers convenience, craftsmanship, and comfort. Don't miss your chance to own this exceptional home--schedule your showing today!

134 Zane Ln, Nicholasville
$355,000
5 Beds ⋅ 2 Baths ⋅ 26022248 MLS
NEW PRICE IMPROVEMENT PRICED at RECENT APPRAISAL 9/10/26 !!!!!!!! Welcome to 501 Nottaway Drive in Nicholasville, Kentucky! This spacious all-brick ranch offers OVER 3,000 square feet of living space, featuring 5 bedrooms and 2 full bathrooms, including a recently added and beautifully updated primary bedroom suite. The newly renovated kitchen is sure to impress, featuring all-new cabinetry, beautiful granite countertops, and brand-new stainless steel appliances. The spacious kitchen provides plenty of room for cooking, gathering, and entertaining. The primary bedroom suite has been recently updated with fresh paint and all-new luxury vinyl plank flooring. The beautifully refreshed primary bathroom features a new shower, new sink, and new light fixtures, along with a spacious walk-in closet offering excellent storage. The inviting living area features a beautiful brick fireplace with a lovely electric insert, creating a warm and cozy focal point while providing the ambiance and convenience of an electric fireplace. With five bedrooms and a flexible floor plan, this home offers plenty of space for family, guests, a home office, hobbies, or additional living areas. Outside, enjoy a desirable corner lot with a nice, fully fenced backyard, offering plenty of room for pets, children, entertaining, gardening, or relaxing outdoors. Priced very competitively for a quick sale, and the motivated sellers are ready to make a deal! With this much space and so many updates, this house is sure to move quickly—don't miss it! Come see all that 501 Nottaway Drive has to offer. Don't miss your opportunity—come take a look and fall in love!

501 Nottaway Dr, Nicholasville
$429,000
3 Beds ⋅ 3 Baths ⋅ 26022452 MLS
One look and you'll see why this charming ranch with a walk-out basement in Wilmore's desirable Talbott Subdivision checks all the boxes. Tucked away on a quiet dead-end cul-de-sac just minutes from Asbury Seminary and Asbury University, this home offers the perfect blend of comfort, convenience, and curb appeal. From the inviting covered front porch to the mature landscaping, spacious fenced backyard, and brand-new wood deck, the outdoor spaces are made for relaxing and entertaining. Storage is abundant with a walk-in floored attic and additional basement storage. Inside, the open great room features soaring vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace that creates a warm, welcoming atmosphere. The walk-out basement expands your living space with a large family room, beautifully remodeled full bathroom, mudroom, and a versatile bonus room that's perfect for a home office, guest space, workout room, or quiet retreat. Commuters will appreciate being just 15 minutes from the Man o' War and Harrodsburg Road intersection, with most of the drive taking you along the scenic beauty of Harrodsburg Road. Enjoy peaceful small-town living without sacrificing easy access to Lexington's shopping, dining, and amenities.

103 Hager Ct, Wilmore
$277,000
2 Beds ⋅ 2 Baths ⋅ 26022395 MLS
Opportunity Knocks! Rare chance to own a maintenance free condo in this perfect community of Bethal Pointe. Located in the quaint town of Wilmore KY this property checks all the boxes. Boasting an outstanding HOA that covers so much and pays for your outside maintenance, lawn care, blacktop roads, swimming pool, club house, exterior insurance, sewer, water, trash and snow removal that way you can enjoy the worry-free lifestyle that you have always wanted. This specific condo is in an outstanding location, and you will love the private front patio that's shaded even on those hot summer days. Inside the owner has added all new luxury vinyl flooring, fresh paint and it's in move-in-condition. This unit is the perfect size and features nice white cabinets, 9-0 ceilings and even a gas fireplace for those cold winter nights. If you're dreaming about living in an outstanding community where neighbors look out for each other, you might have just found it. Enjoy the neighborhood swimming pool just steps away from your condo and then share some food at the clubhouse with some neighbors at one of the community potluck dinners. This place is truly a gem and offers easy access to the heart of Wilmore and a very short distance from Asbury University and Seminary! Hurry do not miss this Rare Opportunity! See Today!

110 Academy Dr, Wilmore
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